A viral trend tells people to ask ChatGPT for an “AI work caricature,” then post it online like a digital trading card. It looks harmless. It feels harmless. It is, in the way a sticky note with your password is “harmless” until someone notices it.
In this episode of Chatbots Behaving Badly, we unpack why “just an image” can still be a security problem. The caricature isn’t the danger. The bundle is. Your name, your role, your employer hints, your social graph in the comments, and the quiet invitation to feed the model more details “so it gets you right.” That’s not just self-expression. That’s targeting fuel.
To make it fun, we brought Peter. Peter doesn’t understand the issue. Peter is annoyed that anyone is complaining. Peter insists LinkedIn already exposes more than the caricature ever could. And Peter spends the episode learning the hard way that attackers don’t need genius hacks — they need context, timing, and one believable message.
This episode is based on the article “The Caricature Trap - A harmless AI trend that hands attackers your org chart” by Markus Brinsa. https://chatbotsbehavingbadly.com/the-caricature-trap-a-harmless-ai-trend-that-hands-attackers-your-org-chart
